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Acriflavine

SIGMA/A8126 - fluorescent label

Synonym: 3,6-Diamino-10-methylacridinium chloride mixt. with 3,6-diaminoacridine (proflavine); Euflavine; Trypaflavine Neutral

CAS Number: 8048-52-0
Empirical Formula (Hill Notation): C14H14ClN3
Molecular Weight: 259.73
MDL Number: MFCD00064307
Linear Formula: C14H14ClN3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A8126-25G 25 g
$86.10
1/EA
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45-A8126-100G 100 g
$297.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A8126-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A8126-25G

 

εmax ≥48000 at 459-465 nm in methanol at 0.004 g/L
  ≥50000 at 259-265 nm in methanol at 0.004 g/L
application(s) diagnostic assay manufacturing
hematology
histology
form powder
InChI 1S/C14H13N3.C13H11N3.ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10;/h2-8H,1H3,(H3,15,16);1-7H,14-15H2;1H
InChI key PEJLNXHANOHNSU-UHFFFAOYSA-N
mp 179-181 °C
Quality Level 200 
SMILES string [Cl-].Nc1ccc2cc3ccc(N)cc3nc2c1.C[n+]4c5cc(N)ccc5cc6ccc(N)cc46
solubility H2O: 0.33 g/mL (lit.)(lit.)
storage temp. room temp
technique(s) microbe id | staining: suitable
Application: • Acriflavine has been used in the agglutination test to distinguish between smooth and rough colony formation of Brucella melitensis.
• It has been used as an Ago2 (argonaute 2) inhibitor.
• It has been used as an inhibitor of HIF-ARNT (hypoxia-inducible factor - aryl hydrocarbon receptor nuclear translocator) complex formation.
• It has been used to study the bacteriocin production by Carnobacterium piscicola.
Application: Acriflavine is used to fluorescently label high molecular weight RNA molecules .
Excitation and emission wavelengths in various solvents :
• Methanol: λex = 424 nm; λem = 518 nm
• Ethanol: λex = 426 nm; λem = 524 nm
• Propanol: λex = 430 nm; λem = 512 nm
• Butanol: λex = 430 nm; λem = 526 nm
• Formamide: λex = 434 nm; λem = 524 nm
• Glycerol: λex = 432 nm; λem = 540 nm
• Water: λex = 416 nm; λem = 514 nm

Insoluble in ether, chloroform, and fixed oils. Utilized in fluorescence steady state measurements as a donor molecule (when paired with rhodamine 6G as the acceptor) to function as a pH sensor .
Biochem/physiol Actions: Acriflavine also interacts with HIF-1α (hypoxia-inducible factor 1 α) and HIF-2α, and thereby suppresses dimer formation of HIF-1 and transcriptional function. It also has negative effect on tumor growth and vascularization. Acriflavine also exhibits trypanocidal, antibacterial and antiviral activities.
Packaging: 25, 100 g in glass bottle
mp 179-181 °C
Storage Temp. room temp
UNSPSC 12171500

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